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Organic electroluminescent material containing benzanthracene derivative and preparation method of organic electroluminescent material

A technology of benzanthracene and its derivatives, applied in the field of organic electroluminescent materials, to achieve the effect of increasing solubility and easy processing

Active Publication Date: 2015-03-04
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, existing materials still have application problems, such as lifespan, brightness, and efficiency. How to develop materials with excellent performance is the top priority.

Method used

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  • Organic electroluminescent material containing benzanthracene derivative and preparation method of organic electroluminescent material
  • Organic electroluminescent material containing benzanthracene derivative and preparation method of organic electroluminescent material
  • Organic electroluminescent material containing benzanthracene derivative and preparation method of organic electroluminescent material

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Embodiment 1: the synthesis of compound 001

[0022] Concrete synthetic route is as follows:

[0023]

[0024] Add 22.27g (50mmol) of fluorenyl-substituted benzanthracene bromide, 21.69g (75mmol) of N-phenylcarbazolylboronic acid, 10.60g (100mmol) of sodium carbonate, 250ml of tetrahydrofuran and 125ml of water into a three-necked flask and degas , add tetrakis(triphenylphosphine) palladium 0.58g (0.5mmol), raise the temperature to 70°C, react for 15 hours, cool to room temperature, after the solid precipitates, filter with suction, wash the filter cake with water, ethanol and ether, and dry After drying, 27.96 g of asymmetric benzanthracene derivatives were obtained, with a yield of more than 92% and an HPLC purity of more than 98%. Mass Spectrum: Calculated 607.74; Found 607.72. Elemental analysis: Calculated value: C: 92.89%; H: 4.81%; N: 2.30%; Tested value: C: 92.88%; H: 4.83%; N: 2.31%.

Embodiment 2

[0025] Embodiment 2: the synthesis of compound 002

[0026] Concrete synthetic route is as follows:

[0027]

[0028] Add 22.27g (50mmol) of fluorenyl-substituted benzanthracene bromide, 17.92g (80mmol) of phenanthrene boronic acid, 12.19g (115mmol) of sodium carbonate, 250ml of tetrahydrofuran and 125ml of water into a three-necked flask, degas, and add four (three Phenylphosphorus) palladium 0.69g (0.6mmol), heated up to 80°C, reacted for 17 hours, cooled to room temperature, filtered with suction, washed the filter cake with water, ethanol and ether, and dried to obtain asymmetric 25.33 g of benzanthracene derivatives, the yield is over 93%, and the HPLC purity is over 98%. Mass spectrum: calculated value 544.64; found value 544.62. Elemental analysis: calculated value C: 90.42%; H: 4.44%; N: 5.14%; tested value C: 90.41%; H: 4.46%; N: 5.15%.

Embodiment 3

[0029] Embodiment 3: the synthesis of compound 003

[0030] Concrete synthetic route is as follows:

[0031]

[0032] Add 22.27 g (50 mmol) of fluorenyl-substituted benzanthracene bromide, 15.04 g (85 mmol) of 2-methylbenzoxazolylboronic acid, 13.78 g (130 mmol) of sodium carbonate, 250 ml of tetrahydrofuran and 125 ml of water into a three-necked flask, Degas, add tetrakis(triphenylphosphine)palladium 0.81g (0.7mmol), heat up to 85°C, react for 19 hours, cool to room temperature, after the solid precipitates, filter with suction, wash the filter cake with water, ethanol and ether , dried to obtain 23.14 g of asymmetric benzanthracene derivatives, the yield was over 93%, and the HPLC purity was greater than 98%. Mass spectrum: calculated value 497.58; found value 497.56. Elemental analysis: calculated value C: 89.31%; H: 4.66%; N: 2.81%; O: 3.22%; tested value C: 89.32%; H: 4.64%; N: 2.83%;

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Abstract

The invention discloses an organic electroluminescent material containing benzanthracene derivative. The structure general formula of the organic electroluminescent material is as shown in the specification. In the structure general formula, a group A is a substituted or unsubstituted aryl used for forming a cycle and provided with 6-30 carbons. The organic electroluminescent material containing benzanthracene derivative disclosed by the invention is simple in synthetic method, low in cost, easy to purify, high in yield and good in performance of luminescent efficiency, luminance, driving voltage, service life and stability; the organic electroluminescent material can be preferably prepared into a display component for use; and luminescence peak positions can be adjusted.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to organic electroluminescent materials containing novel benzanthracene derivatives. Background technique [0002] Organic electroluminescent technology is the latest generation of flat-panel display technology, which can be used for flat-panel displays and lighting sources. At present, commercial flat-panel displays have been put into the market. Due to its own absolute advantages, the lighting source will soon be industrialized. The electroluminescent device has an all-solid structure, and the organic electroluminescent material is the core and basis of the device. The development of new materials is the driving force behind the continuous progress of electroluminescent technology. The preparation of original materials and device optimization are also research hotspots in the organic electroluminescent industry. [0003] At present, the development of OLED (organi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/86C07D471/04C07D263/56C07C13/72C07C1/32C09K11/06H01L51/54
Inventor 马晓宇王辉彭勃
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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